| 147244-63-1

• CAS: 147244-63-1
• 化学式: C₂₃H₄₃FeN₅
• 分子量: 445.475
• InChiKey: UMZFZWFQJLYRJC-VDHCIERPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  、 丁炔二酸二甲酯 以 正戊烷 为溶剂， 以60-80的产率得到
  参考文献：
  名称：

  De Lange, Paul P. M.; Van Wijnkoop, Maarten; Frühauf, Hans-Werner, Organometallics, 1993, vol. 12, # 2, p. 428 - 439

  摘要：

  DOI：
• 作为产物：
  描述：

  、 异氰酸叔丁酯 以 正戊烷 为溶剂， 生成
  参考文献：
  名称：

  De Lange, Paul P. M.; Van Wijnkoop, Maarten; Frühauf, Hans-Werner, Organometallics, 1993, vol. 12, # 2, p. 428 - 439

  摘要：

  DOI：

文献信息

• 1,3-Dipolar cycloaddition to the Fe-N:C fragment. 11. Isocyanide-controlled change between a reversible molecular self-assembly of three components, including a unique isocyanide deinsertion, and dimethyl maleate coupling reactions
  作者：Paul P. M. De Lange、Rene P. De Boer、Maarten Van Wijnkoop、Jan M. Ernsting、Hans Werner Fruhauf、Kees Vrieze、Wilberth J. J. Smeets、Anthony L. Spek、Kees Goubitz

  DOI：10.1021/om00026a031

  日期：1993.2

  In the reaction of Fe(CNR)3(i-Pr-alpha-diimine) (6; R = 2,6-xylyl (a), t-Bu (b), c-Hex (c)) with dimethyl maleate, two totally different pathways are followed, depending on the type of isocyanide used. With the aromatic isocyanide, a 1,3-dipolar cycloaddition of the alkene to the Fe-N=C unit occurs followed by an isocyanide insertion, forming a ferra [2.2.2] bicyclic compound (7a). When this mixture is warmed above room temperature, the reaction is reversed, disasseebling 7a into its starting components. During this facile retro-cycloaddition, C-C, C-N, and Fe-C bonds are broken. Also, the first unambiguous example of an isocyanide deinsertion is encountered. The starting complexes 6b,c, with aliphatic isocyanides, react with dimethyl maleate to give two products. The first, a purely organic product (8), is a dimer of two coupled alkenes. The second product is the organometallic tricyclic complex Fe(CNR)3(tric) (9b,c), in which two alkenes are coupled and bonded to the metal and the alpha-diimine ligand. In the cyclization reaction, a gamma-lactam ring is formed and a methoxy group of one of the four ester groups is removed, with formation of methanol. The molecular structure of the [2.2.2] bicyclic complex 7a (FeC50H60N6O4, triclinic, space group P1BAR, a = 10.367 (1) angstrom, b = 14.615 (3) angstrom, c = 15.787 (2) angstrom, alpha = 95.78 (2)-degrees, beta = 96.62 (1)-degrees, gamma = 92.21 (1)-degrees, Z = 2, R = 0.053, R(w) = 0.055) consists of three six-membered rings with the metal in a bridgehead position. The single-crystal X-ray structure of the organic dimer 8 (C12H16O8, monoclinic, space group A2/a, a = 8.291 (2) angstrom, b = 8.291 (2) angstrom, c = 20.551 (2) angstrom, beta = 96.09 (1)-degrees, Z = 4, R = 0.068, R(w) = 0.089) reveals a symmetric alkene. The molecular structure of the Fe(t-BuNC)3(tric) species 9b (FeC34H55N5O7.0.5CH2-Cl2.0.5C4H10O, monoclinic, space group Pc, a = 11.201 (1) angstrom, b = 12.251 (2) angstrom, c = 32.019 (3) angstrom, beta = 96.43 (1)-degrees, Z = 4, R = 0.0581, R(w) = 0.0629) consists of a four-, a five-, and a six-membered ring. The metal is incorporated in the six- and the four-membered rings.